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Stereoselective Synthesis of Arylglycine Derivatives via Palladium-Catalyzed α‑Arylation of a Chiral Nickel(II) Glycinate

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posted on 2015-05-01, 00:00 authored by Fan Zhang, Hengzhi Sun, Zhuang Song, Shuxi Zhou, Xiaoan Wen, Qing-Long Xu, Hongbin Sun
A practical and efficient stereoselective synthesis of arylglycine derivatives was realized via palladium-catalyzed α-arylation of a chiral nickel­(II) glycinate complex with aryl bromides. The structurally diverse arylglycine products were obtained in excellent isolated yields and with good diastereoselectivity. A simple acidic hydrolysis furnished optically pure arylglycines in high yield, and the chiral ligand (S)-BPB could be efficiently recovered and reused.

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